I'm iffy as I will be making several trips to the airport to pick up family members that night. If I can make it I will. But I also have mixed feelings because these would be great caches for continuing my caching streak - currently at 109 and I need a good reason to stop! Make me stop!

Your parking will work, or another option is here (I used sirzman's Lat/Long finder):
N44 51.529 W93 26.421
These coords are handier to Ruby Tuesdays, Old Chicago, Champps, Tavern on 4 & 5 (need to check hours of kitchen), Prairie Tap House (again check hours - this is new so might be crowded. and I think I heard expensive.)

Another entry point to the trail system is at: 44° 51.085', -93° 26.970'. On street parking is available and legal in the area on Carmody/Windsong/Chestnut.

Yes that is also a trail entry point, is closer, and I'm guessing would have enough room, but I think a parking lot is easier for gathering, and less stressful for the neighbors. I would park at this Carmody/Windsong/Chestnut spot if it was just me alone. It would probably be a difference of an extra 5 minute walk along a trail if we use the original coords. Either way will work. Lion's Tap sounds great. They are open until 10. It might be nice to give them a heads up.